Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst

A palladacyclic precatalyst is employed to cleanly generate a highly active XantPhos-ligated Pd-catalyst. Its use in low temperature aminocarbonylations of (hetero)aryl bromides provides access to a range of challenging products in good to excellent yields with low catalyst loading and only a slight...

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Main Authors: Skrydstrup, Troels, Friis, Stig, Buchwald, Stephen Leffler
Other Authors: Massachusetts Institute of Technology. Department of Chemistry
Format: Article
Language:en_US
Published: American Chemical Society (ACS) 2015
Online Access:http://hdl.handle.net/1721.1/99675
https://orcid.org/0000-0002-2624-915X
https://orcid.org/0000-0003-3875-4775
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author Skrydstrup, Troels
Friis, Stig
Buchwald, Stephen Leffler
author2 Massachusetts Institute of Technology. Department of Chemistry
author_facet Massachusetts Institute of Technology. Department of Chemistry
Skrydstrup, Troels
Friis, Stig
Buchwald, Stephen Leffler
author_sort Skrydstrup, Troels
collection MIT
description A palladacyclic precatalyst is employed to cleanly generate a highly active XantPhos-ligated Pd-catalyst. Its use in low temperature aminocarbonylations of (hetero)aryl bromides provides access to a range of challenging products in good to excellent yields with low catalyst loading and only a slight excess of CO. Some products are unattainable by traditional carbonylative coupling.
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spelling mit-1721.1/996752022-09-29T19:45:13Z Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst Skrydstrup, Troels Friis, Stig Buchwald, Stephen Leffler Massachusetts Institute of Technology. Department of Chemistry Friis, Stig Buchwald, Stephen Leffler A palladacyclic precatalyst is employed to cleanly generate a highly active XantPhos-ligated Pd-catalyst. Its use in low temperature aminocarbonylations of (hetero)aryl bromides provides access to a range of challenging products in good to excellent yields with low catalyst loading and only a slight excess of CO. Some products are unattainable by traditional carbonylative coupling. National Institutes of Health (U.S.) (Award GM46059) Danish National Research Foundation (Grant DNRF59) Villum Foundation Danish Council for Independent Research 2015-11-03T13:08:24Z 2015-11-03T13:08:24Z 2014-08 2014-07 Article http://purl.org/eprint/type/JournalArticle 1523-7060 1523-7052 http://hdl.handle.net/1721.1/99675 Friis, Stig D., Troels Skrydstrup, and Stephen L. Buchwald. “Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst.” Organic Letters 16, no. 16 (August 15, 2014): 4296–4299. © 2014 American Chemical Society https://orcid.org/0000-0002-2624-915X https://orcid.org/0000-0003-3875-4775 en_US http://dx.doi.org/10.1021/ol502014b Organic Letters Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use. application/pdf American Chemical Society (ACS) ACS
spellingShingle Skrydstrup, Troels
Friis, Stig
Buchwald, Stephen Leffler
Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst
title Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst
title_full Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst
title_fullStr Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst
title_full_unstemmed Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst
title_short Mild Pd-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides with a Palladacycle Precatalyst
title_sort mild pd catalyzed aminocarbonylation of hetero aryl bromides with a palladacycle precatalyst
url http://hdl.handle.net/1721.1/99675
https://orcid.org/0000-0002-2624-915X
https://orcid.org/0000-0003-3875-4775
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AT buchwaldstephenleffler mildpdcatalyzedaminocarbonylationofheteroarylbromideswithapalladacycleprecatalyst